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'Lakeside' in Olde Winter Park (in the Exclusive 32789 Zip Code)

(13 Reviews)

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Last updated: 05/23/2017
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  • Minimum stay:4 nights
  • Sleeps:8
  • Bedrooms:4
  • Bathrooms:4
  • Property type:Villa
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:N/A

About the Property

Lakeside Estate Home, 4 Bedrooms, 4 Baths, (Sleeps 8)

'Lakeside' is gracefully positioned on the shores of Lake Killarney in Winter Park and the highly sought 32789 zip code. Beautiful Lake Killarney is a favorite among the locals & guests in the know. Golden sunrises and spectacular sunsets reflect the pristine crystal clear lake in celebration of each day.

'Lakeside' was comfortably built for personal relaxation, renewal & entertaining. Our home is a genuine family estate home that is warm and inviting. Lakeside is also a desirable and memorable setting for gatherings & events, and several cinematic film locations.

'Lakeside' is an extraordinary location. Though you are only 'minutes from the city', our home is situated in the midst of an ecological sanctuary of rare birds & teeming aquatic life on the shores of a serene lakeside setting. Cruise by boat to the famed Hillstone's Restaurant , or Trader Joe's, both with dockside parking. Hop on I-4, and Disney World & Universal are just a 20 minute drive and Daytona Beach an easy 55 minutes.

However, everyone falls in love with the quaint town village of Winter Park and it's exclusive 'Park Avenue' (5 mins.). "The Ave." boasts of exceptional dining & shopping & galleries & museums and is fondly known to locals as 'little Europe'. And the highly acclaimed Rollins College is walking distance from the Ave..

The Winter Park zip code of 32789 is the highly sought residential address of celebrities, financiers, and professional athletes. Winter Park is well-known in Florida for its exclusive shopping, galleries & museums, and exquisite dining & eateries lined along the cobblestoned 'Park Ave' and tree-shaded Central Park. The Morse Museum, home to the world's largest collection of Louis Tiffany glass, is there. The 32789 area is the designation of 'Olde Winter Park'.

'Lakeside' is a 5,400 sq.ft. home reflecting the spirit of a New England coast shingle- style 4 bedroom, 4 bath family home. Constructed in 2009, the unique architectual design allows every living area to capture expansive views of the beautiful Lake Killarney.

The home's living areas are spacious, comfortably appointed, and adorned with wooden beams, coffered ceilings, and accented by an 18' stone fireplace. For the musically inclined, a Steinway grand piano. The oversized octagonal dining room is surrounded by glass with uninterrupted lake views. For your reading pleasure, Lakeside's cherry-wood library holds more than 700 titles. Integrated into the library's design is a home theatre system equipped with a 58" LED screen. The lakefront master suite is quiet and secluded with a master bath overlooking an atrium garden outside.

Lake Killarney (private access only) is a 300 acre spring-fed lake that serves as an eco-preserve/sanctuary for bald eagles, ospreys, great blue herons, and otters. Lake Killarney also enjoys a reputation for its bass fishing, water skiing, and paddleboarding. Lakeside has a large dock, a private beach, and more than 285 feet of lake frontage. Central Florida is well known as a golfer's mecca with more than 50 courses available year-round-- Lakeside is located only 4 minutes from the vintage City of Orlando 'Dubsdread Golf Club'.

Lakeside is located on the west end of Winter Park which provides very easy access to Interstate 4, the main transportation artery connecting you to Disney, Universal,and Sea World in minutes as well as 3 State Parks and 7 Florida coastal beaches within a 1 hour drive.

EVENTS and RECEPTIONS. There is an Event Fee and security deposit based on size of event. Please call Bonnie to discuss arrangements. 321.277.5301.

The lakeview master bedroom is furnished with a king pillow-top mattress, a full master bath which includes a large soaker bathtub, a separate shower, an enclosed toilet, and walk-in closet. Two other bedrooms are furnished with pillow-top queen beds; the 4th bedroom is furnished with two twin beds.

All bedrooms have their own full private baths connected to the bedrooms.

The spacious master bathroom has his & her dressing vanities, a large soaker bathtub overlooking an atrium garden area, a glass enclosed master shower, a privacy toilet room, and a walk-in closet.

All other bathrooms are privately adjoined to the bedrooms with a custom vanity and lavatory, a tub or walk-in shower, and toilet area.

Lakeside's design includes a whole-house audio system and additional iPod wall connections in each bedroom.

The lakefront has a small beach and a large dock equipped with a 21' Super Air Nautique excellent for wake boarding, water skiing, and tubing. [Because local regulations require a qualified boat driver, with advance notice we will arrange a boat driver for you for additional charge of $350/day.]

Fishing (bass) along the 285 ft shoreline is excellent. Basic fishing gear/tackle is available (though most guest prefer their own).

A regulation glass basketball goal is available for pick-up games at the side of Lakeside.

Private Transportation
Private Chef
Welcoming Personnel

EVENTS AND RECEPTIONS. We do charge an Event Fee and Security deposit based on size & nature of the event. Please call Bonnie to discuss arrangements - 321.277.5301.

Keywords: Home, Villa, Waterfront, Lake, luxury home, Walt Disney World, Orlando,Central Florida,Universal Studios,Sea World, beaches, attractions, exclusive, Park Ave., Rollins College, skiing, wake
boarding, paddle boarding, Disney, convenient, lakefront
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Member since: 2010

Speaks: english
Response time: Within a few days
Response Rate: 50%
Calendar last updated: 05/23/2017

Property Type

  • Villa
  • 5500 sq. ft.

House Rules

  • Max. occupancy 8
  • Events Allowed
  • Children Welcome
  • Non Smoking Only
  • Pets Considered:

    Pets only with advanced permission & Security Deposit- please discuss with Bonnie 321.277.5301...moreless

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Housekeeper Optional
  • Private Chef


  • Long-Term Renters Welcome

Bedrooms: 4 Bedrooms, Sleeps 8, Beds for 8

  • Bedroom 1


  • Bedroom 2


  • Bedroom 3


  • Bedroom 4


  • King size beds (1) The spacious lakeview master bedroom is furnished with a king pillow-top mattress, a full master bath which includes a large soaker bathtub, a separate shower, an enclosed toilet, and walk-in closet. The soaker tub has a large window opening to a private outdoor atrium., Queen size Beds (2) The second & third bedrooms are furnished with pillow-top queen beds; all linens provided. Private bathroom attached., Twin or Single Beds (1) 4th bedroom is furnished with two twin beds. All linens are provided. All bedrooms have a full private bath connected to the bedroom....moreless

Bathrooms: 4 Bathrooms

Other Amenities

  • Excellent restaurants close by, Walk-In Closets, Steinway piano, Basketball Court, Dock, Large Open Gathering Space, Home Theater, Whole-house audio system , Board Games, Books/Library, Tennis courts, Beach Chairs, Flotation Devices, Water Craft (motorized with driver), Water sports, Fishing, Water Ski Equipment, Lounge Chairs, Beach Towels, Whole House Audio System, Gourmet Kitchen, Pillow-Top Mattresses, Large Soaker Bathtub, All Bedrooms Have Own Private Baths, Master his and her Dressing Vanities, Atrium Garden Area, Museums, Upscale shopping and dining....moreless


  • Books
  • Books For Kids
  • CD Player
  • DVD Player
  • Games
  • Music Library
  • Piano
  • Ping Pong Table
  • Radio
  • Satellite / Cable:

    (2) Library/ Media Room contains a Home Theatre with 54' flat screen & sound surround...moreless

  • Stereo
  • Television
  • VCR


  • Family
  • Sports & Activities
  • Tourist Attractions


  • Botanical Garden
  • Churches
  • Cinemas
  • Festivals
  • Health/Beauty Spa
  • Library
  • Live Theater
  • Museums
  • Playground
  • Recreation Center
  • Restaurants
  • Synagogues
  • Theme Parks
  • Water Parks
  • Zoo

Local Services & Businesses

  • ATM/Bank
  • Babysitter
  • Fitness Center
  • Groceries
  • Hospital
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Beachcombing
  • Bird Watching
  • Boating
  • Eco Tourism
  • Outlet Shopping
  • Scenic Drives
  • Shopping
  • Shuffleboard
  • Sight Seeing
  • Sledding
  • Walking
  • Wildlife Viewing

Location Type

  • Lake:

    285 ft frontage on Lake Killarney-a 300 ac. spring fed lake. Private access only. Waterside restaurant accessible....moreless

  • Lakefront:

    'Lakeside' has 285 feet of shoreline on Lake Killarney, a 310 acre private spring-fed lake. At the lakeside, there is also a large dock that has hosted weddings and special events. The lakeside also has a private beach...moreless

  • Town:

    The quaint village of Winter Park and Park Avenue is a 6 min drive. Upscale shopping, dining, museums and parks. ...moreless

  • Water View:

    Lakeside's unique architectural design allows every living area of the home to capture expansive views of beautiful Lake Killarney. Blue herons and osprey are regular visitors as the sun rises each morning...moreless

Sports & Adventure Activities

  • Basketball Court
  • Cycling
  • Fishing
  • Freshwater Fishing
  • Golf
  • Golf Privileges Optional
  • Jet Skiing
  • Pier Fishing
  • Sailing
  • Surf Fishing
  • Surfing
  • Swimming
  • Tennis
  • Water Skiing
  • Water Tubing
  • Wind-Surfing


  • Dining Room
  • Seating for 10 people


  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer
  • Computer Available
  • Filtered Water
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Maps
  • Local Restaurant Guide
  • Macintosh Computer
  • Mobile Phone
  • Paper Towels
  • Parking Off Street
  • Security System
  • Shampoo
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet


  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster


  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Boat:

    A 20ft Air Nautique Ski boat, equipped with a wake tower, and boat driver are available upon request....moreless

  • Boat With Paddles
  • Deck / Patio:

    Shannon has over 1100 sq feet of slate covered porches that overlook Lake Killarney. The dining room has 3 sets of French doors that open to the porch areas for events and receptions....moreless

  • Golf:

    Orlando City Dubsdread Golf Course is a 5 min. drive from Lakeside...moreless

  • Kayak / Canoe:

    Paddle boards & Kayaks are available for hire on Lake Killarney...moreless

  • Lawn / Garden
  • Motorboat
  • Outdoor Grill
  • Patio
  • Tennis:

    Public courts are available 1 mile away....moreless

  • Terrace
  • Unscreened Porch / Veranda
  • Walkway To Water
  • Water Sports Gear
  • Wood Deck

House Cleaning

  • Housekeeper Optional


from 13 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
4 night min stay
$495 $695
Fri, Sat, Sun
$4,165 $13,950
* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates

Fees and Rental Conditions:

  • Property Damage Protection $59
  • Taxes (rate Includes) $0
  • Refundable Damage Deposit $300
  • Pet- talk to Owner $0
  • Boat Rental-talk w Owner $0
  • Event- talk to Owner $0
  • Cleaning charge $295


Before an Event will be accepted, guests must discuss the proposed event with the Owners. An appropriate event fee & a refundable event security deposit will be determined. 321.277.5301

Before a reservation with a Pet is accepted, guests must discuss and receive permission from the Owners. An appropriate pet fee and pet security deposit will be determined. 321.277.5301

*Though our home is large and we have 4 bedrooms with private adjoining bathrooms, we can comfortably sleep 8 adults in beds at full capacity. If guests anticipate more than 8 adults staying, please kindly discuss with the Owners. 321.277.5301

Manager's cancellation policy:

Policy available by contacting manager when booking

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Last updated: 05/23/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


12 Miles
Nearest Airport
Orlando International Airport (OIA)
2 Miles
Nearest Barpub
Winter Park
1.5 Miles
Nearest Golf
Dubsdread Golf Course
3 Miles
Nearest Train
Winter Park
0.5 Miles
Nearest Motorway
Interstate 4
1.2 Miles
Nearest Restaurant
Houston's/Hillstone, Del Frisco's, Park Plaza
25 Metres
Nearest Ski
Home is lakefront with skiing available
50 Miles
Nearest Beach
Daytona Beach, Cocoa Beach

Central Florida is well known as a golfer's mecca with more than 50 courses available year-round. Lakeside is located only 4 minutes from the vintage City of Orlando 'Dubsdread Golf Club'.

Lakeside is located on the west end of Winter Park which provides easy access to Interstate 4 ( the main transportation artery) connecting you to Disney, Universal,and Sea World( 25 mins), as well as 3 State Parks , and 7 Florida coastal beaches within a 1 hour drive.


Manager info

Year Purchased: 2003

About: Our family has called beautiful Winter Park & Central Florida home for 29 years. Bonnie and John have 4 daughters and a son. Bonnie is a mother first, an educator and conference speaker; John is an attorney. Lakeside is the cherished home-place for their family. This home has become a personal entertaining venue for hosting friends and guests. Since John & Bonnie now travel & live a several months of the year out of state, they enjoy sharing their special home with others from around the world visiting the Central Florida community. This is a unique home that contains memories of a family that loves one another well, that enjoys life & fun, & shares those blessings with others.

The Unique Benefits at this Villa:
Winter Park is a very special place. If you come to Central Florida and only visit the Theme Parks, you will have a good time... but also miss out one of the most beautiful villages in the State of Florida. Winter Park is a unique combination of a quiet, peaceful, brick-paved residential community, yet a bustling Park Avenue brimming with up-scale shopping, dining, parks, and museums. Disney is artificial fun--- Winter Park is authentic enjoyment. Winter Park is unlike any other place in don't want to miss it.

Contact us

Speaks: english
Response time: Within a few days
Response Rate: 50%
Calendar last updated: 05/23/2017

Send email

Links to more information:



  • An unforgettably beautiful setting...

    An unforgettably beautiful setting...

  • Tubing on Lake Killarney

    Tubing on Lake Killarney

  • Rollins College, Winter Park

    Rollins College, Winter Park

  • Have some coffee with your lakeside sunrise!

    Have some coffee with your lakeside sunrise!

  • Sidewalk dining along Park Avenue

    Sidewalk dining along Park Avenue

VRBO #305144

This listing was first published here in 2010.

Date last modified - Tuesday, May 23, 2017

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